Vintage homes for sale & real estate in 06417, CT

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ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one wood-burning and one gas-give the home warmth and authenticity, while the granite and stainless chef's kitchen brings modern function to its historic-inspired character. Currently two bedrooms, the floor plan offers excellent flexibility with a main-level den and a charming parlor/study adjoining t

$579,900

2 beds1.5 baths1,861 sq ft

Private pond • Mature plantings • Stone walls

41 Glen Grove Rd, Deep River, CT 06417

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ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Charming antique home. Walk to town and Post Cove. Living Room, Dining Room, and Kitchen on the first floor. 3 Bedrooms and a full bath upstairs. Covered, open front porch, and a deck in the rear. Sloped lot with level yard up top behind the house. Good Parking. 2 Car Detached garage at street level below. House is dated but appears in good condition.

$399,900

3 beds1 bath1,104 sq ft

Level yard • Good parking • Open front porch

49 Essex St, Deep River, CT 06417

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

$289,900

2 beds1.5 baths1,061 sq ft

2 homes on 1 lot • Electric 100 amps • Sewer to each home

17&21 Winter Ave, Deep River, CT 06417

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighborin

$1,150,000

8 beds6 baths7,300 sq ft

Boutique shopping • 0.44 acre lot • Built 1850

87 Main St, Deep River, CT 06417

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ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for mu

$1,199,999

9 beds9 baths4,982 sq ft

Six fireplaces • 0.45 acre lot • 10 parking spots

209 Main St, Deep River, CT 06417

Property at 163-165 Main St, Deep River, CT 06417, 6 beds, 3 baths

$795,000

6 beds3 baths4,184 sq ft

163-165 Main St, Deep River, CT 06417

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ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
A distinctive, unique property with character, privacy and versatility of a true country estate. At the heart of the property on 5.68 acres, is a charming circa-1710 center-chimney colonial. Offering four bedrooms, 2 full baths, approximately 2900 square feet, and three fireplaces. Rich with traditional appeal and updated kitchen, newer steam boiler, new cedar roof, updated full baths, and mini-split system with 10 head units. Beautiful expanded patio, perfect for entertaining overlooking gardens and meadows. A separate two-bedroom guest house with adjoining meeting rooms, library with deck overlooking meadows, provides comfortable space for guests, extended family, studio or home office. T

$949,000

4 beds2 baths2,820 sq ft

Expanded patio • New cedar roof • Updated kitchen

26 Chittenden Hill Rd, Westbrook, CT 06498

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Welcome to 100 N Tower Hill Road! This spacious 5-bedroom, 2-bath Colonial is set on 3.6 private acres in desirable Killingworth. Major updates include new windows, a new boiler, new septic system, new carpeting throughout, and fresh interior paint. With over 2,000 square feet, the home offers generous living space, a 2-car garage, and a peaceful country setting. Enjoy the privacy and charm of Killingworth with many major improvements already completed. Don't miss this opportunity!

$599,000

5 beds2 baths2,090 sq ft

Private acres • New boiler • New carpeting

100 N Tower Hill Rd, Killingworth, CT 06419

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Welcome home to 50 Pond Meadow. Move right in and enjoy the comfort of recent updates throughout this well-maintained home. Over the past five years, improvements include new windows, sliders, HVAC, a fully remodeled bathroom completed 1.5 years ago featuring updated tile, plumbing, and electrical, along with a beautifully renovated kitchen completed just one year ago. Ideally located near downtown, this home offers easy access to all that Essex/Ivoryton has to offer, including the historic Ivoryton Village and Essex Village with award-winning restaurants, shopping, theater, marinas, and much more. Enjoy the perfect blend of modern updates and small-town charm in one of Connecticut's most d

$429,900

2 beds1 bath944 sq ft

Recent updates • Renovated kitchen • New windows

50 Pond Meadow Rd, Ivoryton, CT 06442

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence bl

$2,995,000

4 beds5 baths4,926 sq ft

Six pile dock • Two slips • Manicured grounds

288 Middlesex Ave, Chester, CT 06412

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ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with S

$2,200,000

5 beds5.5 baths5,234 sq ft

20 x 40 gunite pool • Manicured acres • Bluestone patios

88 Main St, Ivoryton, CT 06442

ABOUT THIS HOME
Vintage Home for sale in 06417, CT:
Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views - a fantastic canvas for a riverfront retreat, whether you're an investor or a homeowner seeking direct water access. Just a short stroll to downtown Chester's boutiques, art galleries, and acclaimed dining. This property can also be purchased together with the adjacent 90 Water St for a larger waterf

$284,900

3 beds1 bath1,217 sq ft

Waterfront offering • Tranquil river views • Direct water access

92 Water St, Chester, CT 06412

Property at 90 Water St, Chester, CT 06412, 1 bed, 1 bath

$269,900

1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Property at 28 River Rd, Essex, CT 06426, 3 beds, 2.5 baths

$1,650,000

3 beds2.5 baths2,359 sq ft

28 River Rd, Essex, CT 06426

Property at 27 N Main St #8, Essex, CT 06426, 2 beds, 1 bath

$489,900

2 beds1 bath1,026 sq ft

27 N Main St #8, Essex, CT 06426

Property at 10 Scholes Ln, Essex, CT 06426, 5 beds, 4 baths

$3,595,000

5 beds4 baths3,769 sq ft

10 Scholes Ln, Essex, CT 06426

Property at 52 Pond Meadow Rd, Ivoryton, CT 06442, 2 beds, 2 baths

$430,000

2 beds2 baths810 sq ft

52 Pond Meadow Rd, Ivoryton, CT 06442

Property at 135 Middlesex Ave, Chester, CT 06412, 3 beds, 2 baths

$499,000

3 beds2 baths1,188 sq ft

135 Middlesex Ave, Chester, CT 06412

Property at 32 Sunset Ter, Essex, CT 06426, 3 beds, 3 baths

$599,000

3 beds3 baths1,846 sq ft

32 Sunset Ter, Essex, CT 06426

Property at 47 E Kings Hwy, Chester, CT 06412, 4 beds, 3.5 baths

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

Property at 155 Joshuatown Rd, Lyme, CT 06371, 7 beds, 6.5 baths

$3,700,000

7 beds6.5 baths7,930 sq ft

155 Joshuatown Rd, Lyme, CT 06371

Property at 46 West Ave, Essex, CT 06426, 3 beds, 2.5 baths

$1,595,000

3 beds2.5 baths2,708 sq ft

46 West Ave, Essex, CT 06426

Property at 41 Joshua Ln, Lyme, CT 06371, 5 beds, 4 baths

$7,250,000

5 beds4 baths4,544 sq ft

41 Joshua Ln, Lyme, CT 06371

Property at 45 Main St, Essex, CT 06442, 3 beds, 3 baths

$759,900

3 beds3 baths2,456 sq ft

45 Main St, Essex, CT 06442

Property at 93 Book Hill Rd, Essex, CT 06426, 3 beds, 2.5 baths

$374,999

3 beds2.5 baths1,572 sq ft

93 Book Hill Rd, Essex, CT 06426

Property at 41B River Rd, Essex, CT 06426

$995,000

Land1.02 acres (lot)

41B River Rd, Essex, CT 06426

Vintage Homes for Sale in 06417

There are currently 6 vintage homes for sale in 06417 at a median listing price of $630K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 06417 stay on the market for 51 days and receive 1 offers. This map is refreshed with the newest listings in 06417 every 15 minutes.

In the past month, 5 homes have been sold in 06417. In addition to houses in 06417, there were also 4 condos, 0 townhouses, and 1 multi-family unit for sale in 06417 last month. Find your dream home in 06417 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 06417 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 06417. If you're looking to sell your home in the 06417 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 06417 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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